Title: Legacy Trail, FL Condos for Rent | Expedia.com

[Legacy Trail Travel Guide](https://expedia.com/Legacy-Trail.dx553248621532652531)[Hotels in Legacy Trail](https://expedia.com/Legacy-Trail-Hotels.d553248621532652531.Travel-Guide-Hotels)[Vacation Rentals in Legacy Trail](https://expedia.com/Legacy-Trail-Vacation-Rentals.d553248621532652531.Travel-Guide-VacationRentals)[Flights to Legacy Trail](https://expedia.com/Cheap-Flights-To-Legacy-Trail.d553248621532652531.Travel-Guide-Flights)[Car Rentals in Legacy Trail](https://expedia.com/Car-Rentals-In-Legacy-Trail.d553248621532652531.Car-Rental-Guide)[Legacy Trail Vacation Packages](https://expedia.com/Legacy-Trail.d553248621532652531.Destination-Travel-Guides)

![Legacy Trail showing a garden](https://images.trvl-media.com/place/553248635975846806/d70ae022-0498-403c-94d8-dc8f29b7750f.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/553248635975846806/d70ae022-0498-403c-94d8-dc8f29b7750f.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Feb 20 - Feb 22](https://www.expedia.com/Hotel-Search?regionId=553248621532652531&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=553248621532652531&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 1 - May 3](https://www.expedia.com/Hotel-Search?regionId=553248621532652531&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=553248621532652531&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Legacy Trail condo rentals

![Interior](https://images.trvl-media.com/lodging/96000000/95810000/95802400/95802339/fad0fabd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/96000000/95810000/95802400/95802339/e88d211f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95810000/95802400/95802339/17f3ffcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/96000000/95810000/95802400/95802339/df8d534c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2/2 Spacious Unit 

[](https://www.expedia.com/Port-Charlotte-Hotels-22-With-Pool.h95802339.Hotel-Information)

Port Charlotte

9.2/10

Wonderful

(10 reviews)

"Great location close to everything.beautiful place well stocked nice host."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Elisabeth B.

$255 nightly

$283 total

Mar 7 - Mar 8

Total with taxes and fees

[](https://www.expedia.com/Port-Charlotte-Hotels-22-With-Pool.h95802339.Hotel-Information)

![Beachside One Bedroom Suite | Premium bedding, pillowtop beds, individually decorated](https://images.trvl-media.com/lodging/2000000/1540000/1533200/1533163/31f9068d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beachside One Bedroom Suite | Beach/ocean view](https://images.trvl-media.com/lodging/2000000/1540000/1533200/1533163/c6914d2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bayside Two Bedroom | Premium bedding, pillowtop beds, individually decorated](https://images.trvl-media.com/lodging/2000000/1540000/1533200/1533163/c30fa425.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/2000000/1540000/1533200/1533163/6e093d27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### A Beach Retreat

[](https://www.expedia.com/Sarasota-Hotels-A-Beach-Retreat.h1533163.Hotel-Information)

Casey Key

9.2/10

Wonderful

(595 reviews)

"The location is ideal, rooms are nice and the owners are extremely accommodating. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Catherine

$226 nightly

$255 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Sarasota-Hotels-A-Beach-Retreat.h1533163.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/113000000/112390000/112387400/112387358/105c6d3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach/ocean view](https://images.trvl-media.com/lodging/113000000/112390000/112387400/112387358/3e26fcd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Condo, 3 Bedrooms, Kitchen, Ocean View | Private kitchen | Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112390000/112387400/112387358/aa27a0eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/113000000/112390000/112387400/112387358/08b5bced.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chadwick Cove Resort & Marina

[](https://www.expedia.com/Englewood-Hotels-Chadwick-Cove-Resort-Marina.h112387358.Hotel-Information)

Manasota Key

10/10

Exceptional

(16 reviews)

"Great place and location "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Cathy

$618 nightly

$668 total

Feb 16 - Feb 17

Total with taxes and fees

[](https://www.expedia.com/Englewood-Hotels-Chadwick-Cove-Resort-Marina.h112387358.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/121000000/120120000/120114200/120114144/052fa09b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo | Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120120000/120114200/120114144/2a87e8d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120120000/120114200/120114144/459a56f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120120000/120114200/120114144/8e2ea5a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Alamanda Villas

[](https://www.expedia.com/Holmes-Beach-Hotels-Alamanda-Villas.h120114144.Hotel-Information)

Holmes Beach

9.4/10

Exceptional

(6 reviews)

"I loved the location, for a couple the place is wonderful, I would only request, 2 nice beach chairs and an umbrella. Great communication, clean, we will come back for sure. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lourdes

$426 nightly

$460 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Holmes-Beach-Hotels-Alamanda-Villas.h120114144.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/125000000/124520000/124519100/124519069/3e29f2fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/124520000/124519100/124519069/5c3fc778.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/125000000/124520000/124519100/124519069/dcc8787b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/125000000/124520000/124519100/124519069/d6eea000.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Adorable 1-bedroom condo in beautiful Bradenton Beach with AC

[](https://www.expedia.com/Bradenton-Beach-Hotels-Adorable-1-Bedroom-Condo-In-Beautiful-Bradenton-Beach-With-AC.h124519069.Hotel-Information)

Bradenton Beach

10/10

Exceptional

(1 review)

"Very nice condo, had everything we needed for our stay. The bed was very comfortable."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jennifer M.

$283 nightly

$315 total

Feb 17 - Feb 18

Total with taxes and fees

[](https://www.expedia.com/Bradenton-Beach-Hotels-Adorable-1-Bedroom-Condo-In-Beautiful-Bradenton-Beach-With-AC.h124519069.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/42000000/41380000/41375500/41375487/b8cf3ff0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/42000000/41380000/41375500/41375487/11e2004b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/42000000/41380000/41375500/41375487/7b0de6bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, table tennis](https://images.trvl-media.com/lodging/42000000/41380000/41375500/41375487/63d239fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stunning Waterfront Condo: Heated Pools\~Lanai\~WiFi! Near IMG\~Beaches\~Restaurants

[](https://www.expedia.com/Sarasota-Hotels-Newly-Listed-Upgraded-Waterfront-Condonear-Beachesimg-Academyanna-Mariasrq.h41375487.Hotel-Information)

Bradenton

9.8/10

Exceptional

(115 reviews)

"Enjoyed our stay, we will return for future fun in AMI"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Karen J.

$288 nightly

$322 total

Feb 7 - Feb 8

Total with taxes and fees

[](https://www.expedia.com/Sarasota-Hotels-Newly-Listed-Upgraded-Waterfront-Condonear-Beachesimg-Academyanna-Mariasrq.h41375487.Hotel-Information)

![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/71000000/70550000/70546800/70546773/9c5bba02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/71000000/70550000/70546800/70546773/db4283be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/71000000/70550000/70546800/70546773/608f5d48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/71000000/70550000/70546800/70546773/e0ab88c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 3 Bedroom- Beachfront Condo with Beautiful Views of the Gulf

[](https://www.expedia.com/Englewood-Hotels-Beachfront-Condo-With-Beautiful-Views-Of-The-Gulf.h70546773.Hotel-Information)

Manasota Key

9.4/10

Exceptional

(70 reviews)

"We had an amazing stay! The pictures of the condo do not do it justice. The condo was clean and comfortable. There was plenty of space to keep everyone happy. The only downfall ( and not one that would keep us from returning ) is the parking. We drive a Tahoe and were unable to fit it in the assigned parking spot due to the pillars and actual property size. However they have a solution as there is an overflow lot they allow you to park in that is walkable! Don’t let this detour you as the condo...

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

JENNA

$422 nightly

$467 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Englewood-Hotels-Beachfront-Condo-With-Beautiful-Views-Of-The-Gulf.h70546773.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/2000000/1170000/1163600/1163507/3d46ab53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hideaway Studio | Terrace/patio](https://images.trvl-media.com/lodging/2000000/1170000/1163600/1163507/018c8641.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![The Retreat Suite | Private kitchen | Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/2000000/1170000/1163600/1163507/7e61bdef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor wedding area](https://images.trvl-media.com/lodging/2000000/1170000/1163600/1163507/4232d07e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Captiva Beach Resort

[](https://www.expedia.com/Sarasota-Hotels-Captiva-Beach-Resort.h1163507.Hotel-Information)

South Village

9.0/10

Wonderful

(1,196 reviews)

"The front desk staff was professional and friendly. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Agnieszka

$277 nightly

$311 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Sarasota-Hotels-Captiva-Beach-Resort.h1163507.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/62000000/61110000/61106200/61106139/80c14452.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/62000000/61110000/61106200/61106139/3d113325.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/62000000/61110000/61106200/61106139/21f9ff9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/62000000/61110000/61106200/61106139/d7fff6ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sapphire Shores Arcadia 1Bed/1Bath - Walk to Bay!

[](https://www.expedia.com/Sarasota-Hotels-Sapphire-Shores-Arcadia-1bed1bath.h61106139.Hotel-Information)

Indian Beach Sapphire Shores

9.8/10

Exceptional

(56 reviews)

"A cute and cozy place to stay. Located in a good spot. Close to every thing we wanted to do. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Beth H.

$142 nightly

$158 total

Mar 4 - Mar 5

Total with taxes and fees

[](https://www.expedia.com/Sarasota-Hotels-Sapphire-Shores-Arcadia-1bed1bath.h61106139.Hotel-Information)

![On the beach, beach umbrellas](https://images.trvl-media.com/lodging/24000000/23980000/23973400/23973301/8c68f2c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/24000000/23980000/23973400/23973301/10ccd43d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/24000000/23980000/23973400/23973301/2233768f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/24000000/23980000/23973400/23973301/f8ccfc77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sun, Sand & Silver Sands – Gulfside Resort #237 by RVA

[](https://www.expedia.com/Sarasota-Hotels-Silver-Sands-237-Hotel-1-BA-Resort-On-Longboat-Key-By-Rva.h23973301.Hotel-Information)

Longboat Key

8.8/10

Excellent

(42 reviews)

"Enjoyed our stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Susan C.

$336 nightly

$374 total

Feb 12 - Feb 13

Total with taxes and fees

[](https://www.expedia.com/Sarasota-Hotels-Silver-Sands-237-Hotel-1-BA-Resort-On-Longboat-Key-By-Rva.h23973301.Hotel-Information)

![On the beach](https://images.trvl-media.com/lodging/24000000/23300000/23291300/23291227/9d6a1945.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/24000000/23300000/23291300/23291227/34cf9932.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/24000000/23300000/23291300/23291227/6dfb61f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/24000000/23300000/23291300/23291227/f3fd974c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beachfront Studio – Cabana #5B by RVA

[](https://www.expedia.com/Sarasota-Hotels-Cabana-Beach-Club-5b-Suite1-BA-Resort-On-Longboat-Key-By-Rva.h23291227.Hotel-Information)

Longboat Key

8.2/10

Very Good

(73 reviews)

"Very nice place, clean and quiet. Staff very accommodating and professional. Definitely 5 star. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

K M.

$264 nightly

$296 total

Feb 25 - Feb 26

Total with taxes and fees

[](https://www.expedia.com/Sarasota-Hotels-Cabana-Beach-Club-5b-Suite1-BA-Resort-On-Longboat-Key-By-Rva.h23291227.Hotel-Information)

![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/63000000/62600000/62599100/62599089/96dfb133.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/63000000/62600000/62599100/62599089/505b553e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/63000000/62600000/62599100/62599089/6e62c16a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/63000000/62600000/62599100/62599089/887af080.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Riverside Oasis 1Bed/1Bath

[](https://www.expedia.com/Sarasota-Hotels-Riverside-Oasis-1bed1bath.h62599089.Hotel-Information)

Bayou Oaks

9.2/10

Wonderful

(43 reviews)

"Excellent place to stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

garry s.

$118 nightly

$131 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Sarasota-Hotels-Riverside-Oasis-1bed1bath.h62599089.Hotel-Information)

![Sun loungers](https://images.trvl-media.com/lodging/37000000/36780000/36778200/36778119/a72ea89e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/37000000/36780000/36778200/36778119/a6390101.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/37000000/36780000/36778200/36778119/1006ff41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, video games, table tennis, books](https://images.trvl-media.com/lodging/37000000/36780000/36778200/36778119/43dc383d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### \*Casa Mia\* Fabulous 2BR Condo w/2Pools, Mins to IMG/Beach/Anna Maria Isl

[](https://www.expedia.com/Bradenton-Hotels-Casa-Mia-Executive-2BR-Condo-W2Pools.h36778119.Hotel-Information)

Bradenton

9.8/10

Exceptional

(122 reviews)

"We absolutely loved our stay! Such clean and relaxing atmosphere. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Stephen

[](https://www.expedia.com/Bradenton-Hotels-Casa-Mia-Executive-2BR-Condo-W2Pools.h36778119.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/84000000/83060000/83058500/83058493/ad597696.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/84000000/83060000/83058500/83058493/5e8f785c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/84000000/83060000/83058500/83058493/2ae59242.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83060000/83058500/83058493/895cac53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Upscale 2/2 Key West style condo 6 mins from IMG

[](https://www.expedia.com/Bradenton-Hotels-Upscale-22-Key-West-Style-Condo-6-Mins-From-IMG.h83058493.Hotel-Information)

South Bradenton

10/10

Exceptional

(23 reviews)

"Great location, attentive host, great stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

JUDY T.

$444 nightly

$490 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Bradenton-Hotels-Upscale-22-Key-West-Style-Condo-6-Mins-From-IMG.h83058493.Hotel-Information)

![On the beach](https://images.trvl-media.com/lodging/62000000/61510000/61501000/61500921/3d04b947.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/62000000/61510000/61501000/61500921/5e4d2297.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/62000000/61510000/61501000/61500921/04129d5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/62000000/61510000/61501000/61500921/f8c1a431.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Oceanfront Bliss–Longboat Key Beach 106 by RVA

[](https://www.expedia.com/Sarasota-Hotels-The-Beach-On-Longboat-Key-106-Studio-1-BA-Resort-By-Rva.h61500921.Hotel-Information)

Longboat Key

8.8/10

Excellent

(88 reviews)

"Gorgeous location, the beach was exceptional and the area was quiet and felt secluded. The condo was a bit shabby but clean and had everything we needed. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jessie

$265 nightly

$296 total

Feb 17 - Feb 18

Total with taxes and fees

[](https://www.expedia.com/Sarasota-Hotels-The-Beach-On-Longboat-Key-106-Studio-1-BA-Resort-By-Rva.h61500921.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/75000000/74992100/74992024/47012965.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/75000000/75000000/74992100/74992024/d2141949.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/75000000/75000000/74992100/74992024/0697a277.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/75000000/75000000/74992100/74992024/bd16a4b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### \*Modern 2/2 condo w/pool 6 mins to IMG\*

[](https://www.expedia.com/Bradenton-Hotels-Modern-22-Condo-Wpool-6-Mins-To-IMG.h74992024.Hotel-Information)

South Bradenton

9.8/10

Exceptional

(27 reviews)

"Great place. My family had a great time."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

AZAAM R.

[](https://www.expedia.com/Bradenton-Hotels-Modern-22-Condo-Wpool-6-Mins-To-IMG.h74992024.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/71000000/70550000/70546800/70546764/4a974ca4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/71000000/70550000/70546800/70546764/770268ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70550000/70546800/70546764/ed5ed857.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/71000000/70550000/70546800/70546764/713891e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 3 Bedroom- Beachfront Condo with Amazing Sunset Views of the Gulf

[](https://www.expedia.com/Englewood-Hotels-Beachfront-Condo-With-Amazing-Sunset-Views-Of-The-Gulf.h70546764.Hotel-Information)

Manasota Key

9.2/10

Wonderful

(61 reviews)

"This rental is so comfortable and beautiful. You can tell that it's freshly remodeled everything is new and in perfect condition. Unfortunately many things in the area are still in bad shape from last year's hurricanes but this condo is located on a great shelling beach with beautiful sunsets. And we found lots of shark teeth!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Becky D.

$420 nightly

$465 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Englewood-Hotels-Beachfront-Condo-With-Amazing-Sunset-Views-Of-The-Gulf.h70546764.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/58000000/57670000/57669800/57669720/bba1574f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, travel crib, free WiFi, bed sheets](https://images.trvl-media.com/lodging/58000000/57670000/57669800/57669720/f46262c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/58000000/57670000/57669800/57669720/27056cac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/58000000/57670000/57669800/57669720/f6415e40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Direct Oceanview on LBK!

[](https://www.expedia.com/Sarasota-Hotels-Beachfront-Condo-On-Beautiful-Longboat-Key.h57669720.Hotel-Information)

Longboat Key

10/10

Exceptional

(119 reviews)

"Great hostess, very thoughtful and kind. She thought of everything, we didn’t have to leave the premises. The location is unbelievable and the condo is gorgeous. We will definitely stay again!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Amy K

$466 nightly

$519 total

Mar 5 - Mar 6

Total with taxes and fees

[](https://www.expedia.com/Sarasota-Hotels-Beachfront-Condo-On-Beautiful-Longboat-Key.h57669720.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/39000000/38450000/38441200/38441108/c947a49f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/39000000/38450000/38441200/38441108/f52c1f18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/39000000/38450000/38441200/38441108/ba575a6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/39000000/38450000/38441200/38441108/1d89e3f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### POOL VIEW King bed Walk to beach Covered porch overlooks pool DAILY RATES

[](https://www.expedia.com/Sarasota-Hotels-Pool-View-1-King-Bed-Walk-To-Beach-Private-Screen-Porch-Specials-30-OFF.h38441108.Hotel-Information)

South Village

9.6/10

Exceptional

(44 reviews)

"Everything was very clean, great location, perfect for a couple and enjoyed the pool area too"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Dirk T

$280 nightly

$312 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Sarasota-Hotels-Pool-View-1-King-Bed-Walk-To-Beach-Private-Screen-Porch-Specials-30-OFF.h38441108.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/34000000/33510000/33507600/33507564/12d965f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/34000000/33510000/33507600/33507564/702ba6e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/34000000/33510000/33507600/33507564/0c70b26f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/34000000/33510000/33507600/33507564/0ddc5f45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### POOL VIEW Walk to beach King bed Heated pool DAILY WEEKLY SPECIALS villa 3

[](https://www.expedia.com/Siesta-Key-Hotels-POOL-VIEW-Walk-To-Beach-King-Bed-Heated-Pool-DAILY-WEEKLY-SPECIALS-Villa-3.h33507564.Hotel-Information)

Sarasota

9.6/10

Exceptional

(44 reviews)

"The location of the property could not have been better. A very short walk to the quietest beach on Siesta Key. The manager was very attentive when we called with a minor issue and had it resolved quickly. The property could use a pretty thorough cleaning of the baseboards and other nooks and crannies but overall it was pretty clean. We would stay again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mel S.

$280 nightly

$312 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Siesta-Key-Hotels-POOL-VIEW-Walk-To-Beach-King-Bed-Heated-Pool-DAILY-WEEKLY-SPECIALS-Villa-3.h33507564.Hotel-Information)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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## Find vacation rentals that suit your style

Aparthotels

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Apartments

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Private vacation homes

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Condos

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Cabins

[](https://www.expedia.com/Hotel-Search?destination=Legacy+Trail%2C+Florida%2C+United+States+of+America&regionId=553248621532652531&latLong=27.230443%2C-82.473488&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=CABIN)

Villas

[](https://www.expedia.com/Hotel-Search?destination=Legacy+Trail%2C+Florida%2C+United+States+of+America&regionId=553248621532652531&latLong=27.230443%2C-82.473488&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=VILLA)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Legacy+Trail%2C+Florida%2C+United+States+of+America&regionId=553248621532652531&latLong=27.230443%2C-82.473488&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=COTTAGE)

Houseboats

[](https://www.expedia.com/Hotel-Search?destination=Legacy+Trail%2C+Florida%2C+United+States+of+America&regionId=553248621532652531&latLong=27.230443%2C-82.473488&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=HOUSE_BOAT)

Residences

[](https://www.expedia.com/Hotel-Search?destination=Legacy+Trail%2C+Florida%2C+United+States+of+America&regionId=553248621532652531&latLong=27.230443%2C-82.473488&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=RESIDENCE)

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## Top Legacy Trail Hotel Reviews

![Kompose Boutique Hotel](https://images.trvl-media.com/lodging/39000000/38220000/38215400/38215316/e948f2e5_y.jpg)

### Kompose Boutique Hotel

10/10 Excellent

"I love staying here when I’m in Sarasota. The rooms are efficient. The work out facility is outstanding with circuit training, free weights, Peloton, stair master, tread. The breakfast is plentiful. The staff are friendly. And the price is excellent. A great value. I look forward to my next visit. "

[](https://expedia.com/Sarasota-Hotels-Kompose-Boutique-Hotel.h38215316.Hotel-Information)

![Hyatt Place Sarasota/Bradenton Airport](https://images.trvl-media.com/lodging/3000000/2280000/2277500/2277489/6e9ac4ec_y.jpg)

### Hyatt Place Sarasota/Bradenton Airport

10/10 Excellent

"Room was clean, in general great experience! No problems and the complementary breakfast was great."

[](https://expedia.com/Sarasota-Hotels-Hyatt-Place-SarasotaBradenton-Airport.h2277489.Hotel-Information)

![Golden Host Resort - Sarasota](https://images.trvl-media.com/lodging/1000000/30000/21400/21331/125fc79b_y.jpg)

### Golden Host Resort - Sarasota

10/10 Excellent

"Super friendly and helpfful."

[](https://expedia.com/Sarasota-Hotels-Golden-Host-Resort-Sarasota.h21331.Hotel-Information)

![Anna Maria Beach Resort](https://images.trvl-media.com/lodging/74000000/73260000/73251000/73250924/aebd1d61_y.jpg)

### Anna Maria Beach Resort

10/10 Excellent

"Beautiful beach, pool, room"

[](https://expedia.com/Holmes-Beach-Hotels-Anna-Maria-Beach-Resort.h73250924.Hotel-Information)

![Lido Beach Resort](https://images.trvl-media.com/lodging/1000000/40000/34600/34597/d9fc7fce_y.jpg)

### Lido Beach Resort

10/10 Excellent

"Amazing location with the most friendly staff: everyone from the front desk to the servers to the pool attendants to the cleaning staff were all helpful with genuine smiles. The option of an adult only pool & hot tub area was a nice touch. Great restaurants on site and a convenient (and free!) shuttle to downtown area were especially appreciated in the chilly weather. Chairs on the private beach with free towels are also convenient with bar service provided to the area as well. Room was spotless with all the amenities we could want. We loved our stay!"

[](https://expedia.com/Sarasota-Hotels-Lido-Beach-Resort.h34597.Hotel-Information)

![Extended Stay America Premier Suites - Bradenton](https://images.trvl-media.com/lodging/112000000/112000000/111997000/111996951/92d26979_y.jpg)

### Extended Stay America Premier Suites - Bradenton

10/10 Excellent

"Courteous staff, immaculate room and extremely comfortable bed. Great place to stay."

[](https://expedia.com/Bradenton-Hotels-Extended-Stay-America-Premier-Suites-Bradenton.h111996951.Hotel-Information)

![Pelican Post at Anna Maria Island Inn](https://images.trvl-media.com/lodging/68000000/67680000/67676100/67676083/4174e2ab_y.jpg)

### Pelican Post at Anna Maria Island Inn

10/10 Excellent

"Everything was great!!"

[](https://expedia.com/Sarasota-Hotels-Pelican-Post.h67676083.Hotel-Information)

![Tropical Breeze Resort](https://images.trvl-media.com/lodging/1000000/880000/879700/879629/9de12888_y.jpg)

### Tropical Breeze Resort

10/10 Excellent

"Everyone was wonderful"

[](https://expedia.com/Sarasota-Hotels-Tropical-Breeze-Resort.h879629.Hotel-Information)

![Spark by Hilton Sarasota Siesta Key Gateway](https://images.trvl-media.com/lodging/1000000/30000/26400/26397/18d283d6_y.jpg)

### Spark by Hilton Sarasota Siesta Key Gateway

10/10 Excellent

"Five stars goes out to Spark by Hilton in Sarasota, Fl for rooms extremly clean rooms a the most comfortable beds. Thank you! "

[](https://expedia.com/Sarasota-Hotels-Best-Western-Plus-Siesta-Key-Gateway.h26397.Hotel-Information)

## Find out more about Legacy Trail

## Legacy Trail Condo Rentals information

| Number of reviews | 2,597             |
| ----------------- | ----------------- |
| Accommodation     | 420 Condo Rentals |
| Lowest Price      | $131              |
| Highest Price     | $668              |

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- [Historic Hotels in Bee Ridge ](https://www.expedia.com/Bee-Ridge-Sarasota-Hotels-Historic-Hotel.0-n6293915-0-tHistoricHotel.Travel-Guide-Filter-Hotels)
- [Houseboats in Osprey ](https://www.expedia.com/Osprey-Houseboats.d55888-aaHouseboats.Travel-Guide-Accommodation)
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- [Hotels near Gulf Gate Mall ](https://www.expedia.com/Gulf-Gate-Mall-Hotels.0-l553248621563219821-0.Travel-Guide-Filter-Hotels)
- [Siesta Key Hotels ](https://www.expedia.com/Siesta-Key-Hotels.d6881.Travel-Guide-Hotels)
- [Sarasota Hotels ](https://www.expedia.com/Sarasota-Hotels.d602719.Travel-Guide-Hotels)
- [Hotels near Turtle Beach ](https://www.expedia.com/Turtle-Beach-Hotels.0-l6296228-0.Travel-Guide-Filter-Hotels)
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- [Hotels near The Oaks Club ](https://www.expedia.com/The-Oaks-Club-Hotels.0-l553248635976489805-0.Travel-Guide-Filter-Hotels)
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- [5 Star Hotels in South Gate Ridge ](https://www.expedia.com/5Star-South-Gate-Ridge-Sarasota-Hotels.s50-n553248623282278427-0.Travel-Guide-Filter-Hotels)
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- [Historic Hotels in Osprey ](https://www.expedia.com/Osprey-Hotels-Historic-Hotel.0-0-d55888-tHistoricHotel.Travel-Guide-Filter-Hotels)

- [Flights to Sarasota ](https://www.expedia.com/Cheap-Flights-To-Sarasota.d602719.Travel-Guide-Flights)
- [Flights to Osprey ](https://www.expedia.com/Cheap-Flights-To-Osprey.d55888.Travel-Guide-Flights)
- [Flights from Osprey ](https://www.expedia.com/lp/flights/55888/flights-from-osprey)
- [Flights from Grand Rapids to Osprey ](https://www.expedia.com/lp/flights/603005/55888/grand-rapids-to-osprey)

- [Sarasota Square ](https://www.expedia.com/Sarasota-Square-Vamo.d553248621563219817.Vacation-Attraction)
- [Pelican Plaza ](https://www.expedia.com/Pelican-Plaza-Vamo.d6296232.Vacation-Attraction)
- [Stoneybrook Golf & Country Club ](https://www.expedia.com/Stoneybrook-Golf-Country-Club-Palmer-Ranch.d6068717.Vacation-Attraction)
- [Gulf Gate Golf Club ](https://www.expedia.com/Gulf-Gate-Golf-Club-Gulf-Gate-Estates.d6295672.Vacation-Attraction)
- [Visit Vamo ](https://www.expedia.com/Sarasota-Vamo.dx553248623282278448)
- [Visit Gulf Gate Estates ](https://www.expedia.com/Sarasota-Gulf-Gate-Estates.dx553248623282278406)
- [Jim Neville Marine Preserve ](https://www.expedia.com/Jim-Neville-Marine-Preserve-Siesta-Key.d6295999.Vacation-Attraction)
- [Visit Bee Ridge ](https://www.expedia.com/Sarasota-Bee-Ridge.dx6293915)
- [Turtle Beach ](https://www.expedia.com/Turtle-Beach-Florida.d6296228.Vacation-Attraction)
- [Historic Spanish Point ](https://www.expedia.com/Historic-Spanish-Point-Osprey.d6295820.Vacation-Attraction)
- [Visit South Gate Ridge ](https://www.expedia.com/Sarasota-South-Gate-Ridge.dx553248623282278427)
- [Nancy's Consignments ](https://www.expedia.com/Nancys-Consignments-Osprey.d553248621532652544.Vacation-Attraction)
- [Visit Osprey ](https://www.expedia.com/Osprey.dx55888)
- [Osprey Vacations ](https://www.expedia.com/Osprey.d55888.Destination-Travel-Guides)

- [Car rentals near Gulf Gate Estates ](https://www.expedia.com/Car-Rentals-In-Gulf-Gate-Estates.d553248623282278406.Car-Rental-Guide)
- [Car rentals near Bee Ridge ](https://www.expedia.com/Car-Rentals-In-Bee-Ridge.d6293915.Car-Rental-Guide)
- [Dollar Rent A Car Rental Cars in Bee Ridge ](https://www.expedia.com/Dollar-Rent-A-Car-Car-Rentals-In-Bee-Ridge.d6293915-c43.Car-Rental-Guide-Suppliers)
- [Enterprise Rental Cars in Bee Ridge ](https://www.expedia.com/Enterprise-Car-Rentals-In-Bee-Ridge.d6293915-c15.Car-Rental-Guide-Suppliers)
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- [Car rentals near Historic Spanish Point ](https://www.expedia.com/Car-Rentals-In-Historic-Spanish-Point.d6295820.Car-Rental-Guide)
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- [Osprey Vacation Rentals ](https://www.expedia.com/Osprey-Vacation-Rentals.d55888.Travel-Guide-VacationRentals)

- [Things to do in Osprey ](https://www.expedia.com/Things-To-Do-In-Osprey.d55888.Travel-Guide-Activities)